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Hotels & Accommodation in Castiglion Fiorentino

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January 2026

15

February 2026

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Where to stay in Castiglion Fiorentino?

San Michele al Borgo

Castiglion Fiorentino

Unwind at a charming Italian retreat near historic Castiglion Fiorentino Tower.

R2 138 total

includes taxes & fees

18 Jan - 19 Jan

San Michele al Castello

Castiglion Fiorentino

Take in the views from the hilltop terrace at this charming Italian B&B.

Hotel Park

Castiglion Fiorentino

Enjoy sweeping vistas at this tranquil retreat near Castiglion Fiorentino Station.

R2 080 total

includes taxes & fees

27 Jan - 28 Jan

Bed & Breakfast Viziottavo

Castiglion Fiorentino

Experience Tuscan warmth at a B&B close to Castiglion Fiorentino Station.

R1 889 total

includes taxes & fees

30 Jan - 31 Jan

Podere La Rocca

Montepulciano

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

San Quirico d'Orcia

Enjoy Tuscan tranquility in San Quirico d'Orcia with spa treatments and local cuisine.

R2 140 total

includes taxes & fees

25 Jan - 26 Jan

Antiche Mura

Arezzo Centro Storico

Historic B&B near Arezzo Station offers Italian charm with easy access to city sights.

Residenza Fabroni

Montepulciano

Tuscany getaway with winery, rooftop terrace, and hot tub in historic Montepulciano.

R1 554 total

includes taxes & fees

18 Jan - 19 Jan

Abbadia Sicille Relais

Trequanda

Tuscan countryside retreat with rustic charm and outdoor pool for unwinding.

R1 295 total

includes taxes & fees

19 Jan - 20 Jan

Minibar, blackout curtains, free WiFi, bed sheets

I Capricci di Merion Resort & Spa

Tuoro sul Trasimeno

Italian countryside resort offering lake views, spa treatments, and indoor-outdoor pools.

Indoor pool, open 9:00 AM to midnight, pool loungers

Albergo San Biagio

Montepulciano

Elegant Belle Époque retreat near San Biagio with rooftop views and spa indulgences.

Meublé Il Riccio

Montepulciano

Enjoy scenic Tuscan vistas from a rooftop terrace with garden and lounge service.

Villa Cassia di Baccano

Loro Ciuffenna

Escape to the Tuscan countryside with a relaxing spa treatment and poolside sips.

R2 158 total

includes taxes & fees

26 Jan - 27 Jan

Casale l'Antico Carro

Cortona

Charming B&B nestled near historic Cortona with free perks to start your day.

R1 853 total

includes taxes & fees

16 Jan - 17 Jan

Hotel La Terrazza di Montepulciano

Montepulciano

Discover Tuscan treasures from this cosy retreat with complimentary breakfast and parking.

R2 177 total

includes taxes & fees

16 Jan - 17 Jan

Bed & Breakfast Vicolo dell'Oste

Montepulciano

Perfect Tuscan retreat with hiking trails, golf access, and a central location.

32-inch flat-screen TV with digital channels, TV

Santo Spirito

Arezzo

Wake up to historic charm in Arezzo's centre with quick train station access.

Shower, rainfall showerhead, free toiletries, hair dryer

Hotel Italia

Cortona Old Town

Residenza d'epoca Luca Pacioli

Sansepolcro

R2 460 total

includes taxes & fees

18 Jan - 19 Jan

Podere Tovari

Anghiari

Take in sweeping Tuscan views from a serene farm stay with pool and relaxing spa.

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Go beyond your typical stay in Castiglion Fiorentino

Spa

Apartment

Top landmarks in Castiglion Fiorentino

Tennis Club Castiglionese

Tennis Club Castiglionese is in the heart of Castiglion Fiorentino, so why not stop by during your stay?

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Vasari Loggia

If you're planning a bit of sightseeing during your trip, head to Vasari Loggia – just one of the monuments in central Castiglion Fiorentino.

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Learn more about Castiglion Fiorentino

Castiglion Fiorentino is well known for its attractions such as Tennis Club Castiglionese and Val di Chiana.

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Castiglion Fiorentino e i girasoli della Val di Chio

Check out reviews of Castiglion Fiorentino hotels guests love

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Everything was great! Lovely hotel "

A Point Arezzo Park Hotel

6/10 Okay

"The room was in quite poor condition. There was only lukewarm water, the heating was noisy, the tv didn’t work, the lights over the bed flashed and the toilet seat was loose. It was a very stylish hotel but it just needs some maintenance. The breakfast was very good and the bed was comfortable "

Frequently asked questions

How much does a hotel room cost in Castiglion Fiorentino?

You can choose a great hotel in Castiglion Fiorentino from R1 295 with properties to suit all budgets and needs. If you're after an affordable hotel in Castiglion Fiorentino that meets all of your requirements, set your filters and then sort the results by "Price: low to high".

How much does a hotel room cost in Castiglion Fiorentino?

You can choose a great hotel in Castiglion Fiorentino from R1 295 with properties to suit all budgets and needs. If you're after an affordable hotel in Castiglion Fiorentino that meets all of your requirements, set your filters and then sort the results by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.

How can I find deals and earn rewards at Castiglion Fiorentino hotels?

Discover great deals on Castiglion Fiorentino hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Castiglion Fiorentino hotels.

How can I find deals and earn rewards at Castiglion Fiorentino hotels?

Members can save up to 20% on select hotels in Castiglion Fiorentino. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Castiglion Fiorentino hotels with free cancellation?

It's easy to book a refundable Castiglion Fiorentino hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some top pet-friendly hotels in Castiglion Fiorentino?

Our travellers' top pet-friendly hotels in Castiglion Fiorentino include:

Villa Schiatti: A hotel with a guest rating of 9 out of 10
Hotel Park: A hotel with a guest rating of 8.8

You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Castiglion Fiorentino.

What are some of the best hotels in Castiglion Fiorentino for couples?

Stay at a top-rated Castiglion Fiorentino romantic hotel and make the most of your couple's holiday. Our travellers love Villa Schiatti, a hotel with a restaurant as well as a private pool. Use the "Traveller experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Castiglion Fiorentino for couples on Hotels.com.

What are the top Castiglion Fiorentino hotels with a pool?

For a little extra luxury, discover some of the best Castiglion Fiorentino hotels with a pool. Villa Schiatti is a great hotel with a seasonal outdoor pool and a private pool, and a guest rating of 9 out of 10. Plus, you can make the most of its 3 hot tubs. Hotel Park is a popular hotel that features a seasonal outdoor pool along with a restaurant. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Castiglion Fiorentino with a pool.

What are some of the best Castiglion Fiorentino hotels with free parking?

If you're driving, a great Castiglion Fiorentino hotel with free parking is a bonus. Our travellers' favourites include:

Hotel Park: A hotel with an average guest rating of 8.8 out of 10

What are some popular hotels in central Castiglion Fiorentino?

For hotels in central Castiglion Fiorentino, check out Hotel Villa Marsili and Locanda agli Amici. Travellers love Hotel Villa Marsili for its location, as well as the bar/lounge, proposal/romance packages and private picnics this hotel offers. Locanda agli Amici is another popular central hotel with a seasonal outdoor pool, a restaurant and a bar/lounge. Cortona Old Town is a central area for your Castiglion Fiorentino holiday.

Can I book a refundable accommodation option in Castiglion Fiorentino?

If you want the flexibility to change your plans to Castiglion Fiorentino, most hotels offer refundable* rates that you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Castiglion Fiorentino if I want a holiday rental instead of a hotel?

If you're looking for a good alternative to a hotel, review our selection of 61 holiday homes. You can also book one of 22 apartments or 88 villas.

Keep exploring

Book Hotels in Castiglion Fiorentino on it.hotels.com